#------------------------------------------------------------------------------
#$Date: 2016-08-07 10:34:03 +0200 (dom 07 de ago de 2016) $
#$Revision: 185268 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/53/7225363.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7225363
loop_
_publ_author_name
'Qureshi, Naseem'
'Yufit, Dmitri S.'
'Steed, Kirsty M.'
'Howard, Judith A. K.'
'Steed, Jonathan W.'
_publ_section_title
;
 Anion hydrogen bonding from a ‘revealed’ urea ligand
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              5333
_journal_paper_doi               10.1039/C6CE01039C
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C26 H26 Br2 Cu N6 O2 S2'
_chemical_formula_weight         742.01
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-04-26 deposited with the CCDC.
2016-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                104.40(3)
_cell_angle_beta                 92.42(3)
_cell_angle_gamma                116.28(3)
_cell_formula_units_Z            1
_cell_length_a                   7.8394(16)
_cell_length_b                   8.1920(16)
_cell_length_c                   12.372(3)
_cell_measurement_reflns_used    56983
_cell_measurement_temperature    120.0(2)
_cell_measurement_theta_max      31.21
_cell_measurement_theta_min      1.97
_cell_volume                     679.3(4)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics
;
Olex2, Durham University (compiled Sep 3 2008 19:38:20)
;
_computing_publication_material
;
Olex2, Durham University (compiled Sep 3 2008 19:38:20)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)/Bruker'
_diffrn_ambient_temperature      120.0(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS Spider IP'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17441
_diffrn_reflns_theta_full        31.00
_diffrn_reflns_theta_max         31.00
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    3.937
_exptl_absorpt_correction_T_max  0.8584
_exptl_absorpt_correction_T_min  0.5217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            'clear greenish blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             371
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         4319
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[σ²(Fo²)+(0.0300P)²+0.4000P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0627
_reflns_number_gt                3783
_reflns_number_total             4319
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce01039c1.cif
_cod_data_source_block           2_08SRV365
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7225358--7225363.cif.
;
_cod_original_cell_volume        679.3(2)
_cod_database_code               7225363
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 1.0000 0.0000 0.0000 0.01242(7) Uani 1 2 d S
S1 S 0.67064(7) -0.30285(7) 0.44702(4) 0.01956(10) Uani 1 1 d .
O1 O 0.88497(16) 0.07553(17) 0.13088(10) 0.0133(2) Uani 1 1 d .
N1 N 0.6360(2) 0.1112(2) 0.20181(12) 0.0155(3) Uani 1 1 d .
H1N H 0.5290 0.1172 0.1853 0.023 Uiso 1 1 calc R
N2 N 0.70392(19) 0.1695(2) 0.03411(12) 0.0123(3) Uani 1 1 d .
H2N H 0.5901 0.1659 0.0270 0.019 Uiso 1 1 calc R
N3 N 0.95554(19) 0.1788(2) -0.06759(12) 0.0119(3) Uani 1 1 d .
C1 C 0.7678(3) -0.2456(3) 0.59397(17) 0.0251(4) Uani 1 1 d .
H1A H 0.6932 -0.1983 0.6420 0.030 Uiso 1 1 calc R
H1B H 0.9031 -0.1471 0.6105 0.030 Uiso 1 1 calc R
H1C H 0.7599 -0.3603 0.6093 0.030 Uiso 1 1 calc R
C2 C 0.7041(2) -0.0813(3) 0.43488(15) 0.0147(3) Uani 1 1 d .
C3 C 0.6573(2) -0.0738(2) 0.32612(14) 0.0141(3) Uani 1 1 d .
H3 H 0.6096 -0.1851 0.2628 0.017 Uiso 1 1 calc R
C4 C 0.6812(2) 0.0972(3) 0.31154(14) 0.0142(3) Uani 1 1 d .
C5 C 0.7454(3) 0.2605(3) 0.40364(16) 0.0209(4) Uani 1 1 d .
H5 H 0.7593 0.3764 0.3931 0.025 Uiso 1 1 calc R
C6 C 0.7889(3) 0.2508(3) 0.51115(17) 0.0250(4) Uani 1 1 d .
H6 H 0.8320 0.3612 0.5746 0.030 Uiso 1 1 calc R
C7 C 0.7702(3) 0.0828(3) 0.52717(15) 0.0198(4) Uani 1 1 d .
H7 H 0.8025 0.0792 0.6011 0.024 Uiso 1 1 calc R
C8 C 0.7501(2) 0.1157(2) 0.12255(14) 0.0114(3) Uani 1 1 d .
C9 C 0.8169(2) 0.2290(2) -0.04559(13) 0.0106(3) Uani 1 1 d .
C10 C 0.7794(2) 0.3445(2) -0.09934(14) 0.0127(3) Uani 1 1 d .
H10 H 0.6776 0.3747 -0.0831 0.015 Uiso 1 1 calc R
C11 C 0.8919(2) 0.4131(2) -0.17565(15) 0.0150(3) Uani 1 1 d .
H11 H 0.8683 0.4904 -0.2138 0.018 Uiso 1 1 calc R
C12 C 1.0424(3) 0.3674(3) -0.19656(15) 0.0164(3) Uani 1 1 d .
H12 H 1.1243 0.4151 -0.2478 0.020 Uiso 1 1 calc R
C13 C 1.0685(2) 0.2520(3) -0.14117(15) 0.0151(3) Uani 1 1 d .
H13 H 1.1711 0.2219 -0.1551 0.018 Uiso 1 1 calc R
Br1 Br 0.61611(2) -0.30883(2) -0.116232(15) 0.01596(5) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 O1 180.0 2_755 .
O1 Cu1 N3 88.88(6) 2_755 2_755
O1 Cu1 N3 91.12(6) . 2_755
O1 Cu1 N3 91.12(6) 2_755 .
O1 Cu1 N3 88.88(6) . .
N3 Cu1 N3 180.0 2_755 .
C2 S1 C1 102.87(10) . .
C8 O1 Cu1 123.46(11) . .
C8 N1 C4 123.03(13) . .
C8 N1 H1N 118.5 . .
C4 N1 H1N 118.5 . .
C8 N2 C9 127.14(13) . .
C8 N2 H2N 116.4 . .
C9 N2 H2N 116.4 . .
C9 N3 C13 117.42(14) . .
C9 N3 Cu1 123.41(11) . .
C13 N3 Cu1 119.16(11) . .
S1 C1 H1A 109.5 . .
S1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
S1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C7 C2 C3 119.34(16) . .
C7 C2 S1 123.50(14) . .
C3 C2 S1 117.15(14) . .
C4 C3 C2 119.62(16) . .
C4 C3 H3 120.2 . .
C2 C3 H3 120.2 . .
C3 C4 C5 121.06(16) . .
C3 C4 N1 121.38(16) . .
C5 C4 N1 117.53(16) . .
C6 C5 C4 118.84(17) . .
C6 C5 H5 120.6 . .
C4 C5 H5 120.6 . .
C7 C6 C5 120.99(18) . .
C7 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C7 C2 120.12(17) . .
C6 C7 H7 119.9 . .
C2 C7 H7 119.9 . .
O1 C8 N1 122.51(15) . .
O1 C8 N2 123.87(15) . .
N1 C8 N2 113.62(14) . .
N3 C9 N2 120.59(14) . .
N3 C9 C10 122.67(15) . .
N2 C9 C10 116.74(14) . .
C11 C10 C9 119.02(15) . .
C11 C10 H10 120.5 . .
C9 C10 H10 120.5 . .
C10 C11 C12 118.97(16) . .
C10 C11 H11 120.5 . .
C12 C11 H11 120.5 . .
C13 C12 C11 118.43(16) . .
C13 C12 H12 120.8 . .
C11 C12 H12 120.8 . .
N3 C13 C12 123.41(15) . .
N3 C13 H13 118.3 . .
C12 C13 H13 118.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9842(13) 2_755
Cu1 O1 1.9842(13) .
Cu1 N3 2.0008(14) 2_755
Cu1 N3 2.0008(14) .
S1 C2 1.7616(18) .
S1 C1 1.802(2) .
O1 C8 1.2459(19) .
N1 C8 1.351(2) .
N1 C4 1.434(2) .
N1 H1N 0.8800 .
N2 C8 1.367(2) .
N2 C9 1.388(2) .
N2 H2N 0.8800 .
N3 C9 1.338(2) .
N3 C13 1.357(2) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C7 1.396(3) .
C2 C3 1.403(2) .
C3 C4 1.388(2) .
C3 H3 0.9500 .
C4 C5 1.392(3) .
C5 C6 1.389(3) .
C5 H5 0.9500 .
C6 C7 1.384(3) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C9 C10 1.402(2) .
C10 C11 1.371(2) .
C10 H10 0.9500 .
C11 C12 1.402(2) .
C11 H11 0.9500 .
C12 C13 1.374(2) .
C12 H12 0.9500 .
C13 H13 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N Br1 0.88 2.58 3.3399(16) 145.2 2_655
N2 H2N Br1 0.88 2.53 3.2871(15) 145.0 2_655
